5864-79-9

Usage

Uses

Used in Fragrance Industry:
3-Hydroxy-2-phenylcyclopent-2-enone is used as a fragrance ingredient in perfumes and personal care products, leveraging its aromatic properties to enhance the scent profiles of various products.
Used in Cosmetic Applications:
In the cosmetic industry, 3-Hydroxy-2-phenylcyclopent-2-enone is utilized for its antioxidant and anti-inflammatory properties, which can contribute to the development of skincare and beauty products that promote skin health and well-being.
Used in Pharmaceutical Applications:
3-Hydroxy-2-phenylcyclopent-2-enone's potential use in pharmaceuticals is attributed to its antioxidant and anti-inflammatory characteristics, which may be harnessed for the development of treatments targeting various health conditions.

InChI:InChI=1/C11H10O2/c12-9-6-7-10(13)11(9)8-4-2-1-3-5-8/h1-5,12H,6-7H2

Upstream product

• 62248-59-3 2-(Hydroxy-phenyl-methyl)-2-trimethylsilanyloxy-cyclobutanone 
• 62248-60-6 2--2-(trimethylsiloxy)-cyclobutanone 
• 17082-61-0 1,2-bis(trimethylsiloxy)cyclobutene 
• 100-52-7 benzaldehyde 
• 69152-10-9 2-(Ethoxy-phenyl-methyl)-2-trimethylsilanyloxy-cyclobutanone 
• 5870-62-2 3-hydroxy-2-cyclopenten-1-one 
• 108-90-7 chlorobenzene 
• 774-48-1 (diethoxymethyl)benzene 

Downstream Products

• 459174-26-6 3-bromo-2-phenyl-2-cyclopenten-1-one 
• 459174-02-8 methyl 2-phenyl-3-oxocyclopent-1-enecarboxylate 

Relevant academic research and scientific papers

Reactions of 1,2-bis(trimethylsilyloxy)cycloalkenes with the diethyl acetals of aldehydes

Lewis acid-mediated reactions of 1,2-bis(trimethylsilyloxy)-cyclobutene with acetals derived from a variety of aldehydes, followed by treatment with Amberlyst 15 resin in TFA, yielded 1,3-cyclopentanedione products, but reactions with 3,3-dimethyl-1,2-bis(trimethylsilyloxy)cyclobutene led to 1,2-cyclopentanediones. Reactions of 1,2-bis(trimethylsilyloxy)-cyclopentene gave intermediates that did not undergo skeletal rearrangement with Amberlyst 15 resin in TFA.

Asymmetric synthesis of 1,2,3-trisubstituted cyclopentanes and cyclohexanes as key components of substance P antagonists

An efficient asymmetric synthesis of 1,2,3-trisubstituted cyclopentanes and cyclohexanes is described. Three methods were developed for the preparation of the 2,3-disubstituted cyclopentenones and cyclohexenones, which are key achiral building blocks. These intermediates are reduced catalytically with (R)-2-methyloxazaborolidine in high yield (82-98%) and excellent ee (89-96%). Directed reduction of the chiral allylic alcohols using Red-Al gives exclusively the 1,2-anti stereochemistry (>99:1). Epimerization of the ester center followed by saponification/crystallization affords the desired hydroxyacids in good yield (65-70%) and in high enantiomeric excess (>99%).